Compound

N-(acetyl)-sphing-4-enine

A N-acylsphingosine that has an acetamido group at position 2.

Definition from ChEBI (CHEBI:46979), read 2026-09-23. CC BY 4.0.

CHEBI:46979ChEBI

Open in the graph

Structure

2D depiction

No three-dimensional record for this entry.

Class: Organic compound
Formula: C20H39NO3
Mass: 341.536 g/mol
Charge: 0
InChIKey: BLTCBVOJNNKFKC-QUDYQQOWSA-N
SMILES: CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(C)=O
Look it up: ChEBI By InChIKey

Identity from ChEBI. Not evidence.

What it touches on the way

Mechanistic reach

3 entities

3 entities reached.

0 reported hops3 assembled from the scaffold

What the reference databases state

Chemical structure

1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-N-(acetyl)-sphing-4-enine has the functional parent N-(acetyl)-sphing-4-enineCompoundChEBI CHEBI:76087Inferred only
1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine has the functional parent N-(acetyl)-sphing-4-enineCompoundChEBI CHEBI:76080Inferred only
1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine has the functional parent N-(acetyl)-sphing-4-enineCompoundChEBI CHEBI:76054Inferred only
1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enine has the functional parent N-(acetyl)-sphing-4-enineCompoundChEBI CHEBI:76086Inferred only
1-hexadecanoyl-N-(acetyl)-sphing-4-enine has the functional parent N-(acetyl)-sphing-4-enineCompoundChEBI CHEBI:76077Inferred only
1-octadecanoyl-N-(acetyl)-sphing-4-enine has the functional parent N-(acetyl)-sphing-4-enineCompoundChEBI CHEBI:76074Inferred only

Statements

40 statements

40 statements · 1 reference database · Subject: N-(acetyl)-sphing-4-enine · Sources: Rhea

Order

N-(acetyl)-sphing-4-enine is converted to N-(acetyl)-sphing-4-enine-1-phosphateCompoundRhea RHEA:47904Inferred only
N-(acetyl)-sphing-4-enine is a substrate of ASAH1ProteinRhea RHEA:58484Inferred only
N-(acetyl)-sphing-4-enine is a substrate of CERKProteinRhea RHEA:47904Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38759Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38763Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38767Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38771Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38775Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38791Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38795Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38799Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38703Inferred only

Show the remaining 28

N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38807Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38811Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38815Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38819Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38823Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38827Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38831Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38835Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38839Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38843Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:44508Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:44512Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:44532Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:44536Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:57108Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:57116Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:57120Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:57136Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:57140Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:57144Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:57148Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38803Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:38755Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:62472Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:78351Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:78355Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:78359Inferred only
N-(acetyl)-sphing-4-enine is a substrate of PLA2G15ProteinRhea RHEA:78363Inferred only

Reactions

42 reactions

1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38703CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38755CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-hexadecanoyl-N-(acetyl)-sphing-4-enine+2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38759CC BY 4.0Reference data
1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-hexadecanoyl-N-(acetyl)-sphing-4-enine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38763CC BY 4.0Reference data
1-(9Z-octadecenoyl)-2-hexadecanoyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+2-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38767CC BY 4.0Reference data
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-(acetyl)-sphing-4-enine+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38771CC BY 4.0Reference data
1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-hexadecanoyl-N-(acetyl)-sphing-4-enine+2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38775CC BY 4.0Reference data
1-(9Z)-octadecenoyl-2-octadecanoyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine2-octadecanoyl-sn-glycero-3-phosphocholine+1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38791CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z-octadecenoyl)-N-(acetyl)-sphing-4-enine+1-octadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38795CC BY 4.0Reference data
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-octadecanoyl-N-(acetyl)-sphing-4-enine+2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38799CC BY 4.0Reference data
1-(9Z)-octadecenoyl-2-octadecanoyl-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-octadecanoyl-N-(acetyl)-sphing-4-enine+1-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38803CC BY 4.0Reference data
1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine+N-(acetyl)-sphing-4-enine1-(9Z,12Z-octadecadienoyl)-N-acetylsphing-4-enine+1-hexadecanoyl-sn-glycero-3-phosphocholine
Catalysed by PLA2G15
Reaction pageLeft to rightBalanced
Rhea RHEA:38807CC BY 4.0Reference data

Show the remaining 30

Other names

12 names

Resolves to: N-(acetyl)-sphing-4-enine

Also called: (2S,3R,4E)-2-(acetylamino)-4-octadecene-1,3-diolC2-ceramideCer 20:1;O2Cer(d18:1(4E)/2:0)Cer(d18:1/2:0)Cer[NS]N-(acetyl)-ceramideN-[(2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]acetamideN-acetoyl-D-erythro-sphingosineN-acetyl-D-erythro-sphingosineN-acetylsphingosine
Systematic name: N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]acetamide